Nick Berry: Multiple Exits and Using Equity-for-Advisory Partnerships to Build a HoldCo

Full Episode Page: Nick Berry: Multiple Exits and Using Equity-for-Advisory Partnerships to Build a HoldCo

In a unique role-reversal, Interview Connections founder Jessica Rhodes steps in as guest host to interview Nick Berry—entrepreneur, advisor, and founder of Redesigned.Business—about his own business owner’s journey. Nick opens up about building and exiting multiple companies, the difference between creating a scalable asset versus owning a glorified job, and how business design can position your company for long-term success, even if you never plan to sell. He shares how bespoke partnerships shaped his best exits, what green and red flags he looks for in operating partners, and how to build with purpose and structure. If you want to shift from founder chaos to clarity, this episode delivers actionable insight, real-world experience, and those rare “aha” moments.

Takeaways

Know the difference between exiting well and just getting outAvoid building a business that traps you as the operatorDesign your business like it will one day be soldCreate triggering events to guide equity decisionsLook for clarity, conviction, and coachability in partners

Links

Redesigned.BusinessNick Berry on LinkedInNick on YouTubeNick on Instagram

Chapters

00:00 Nick Berry's Business Owner's Journey 
05:40 Defining Successful vs. Unsuccessful Exits
08:33 Navigating Business Exits
11:04 Profit Planning
13:58 Stories of Successful Exits
16:37 The Timing of Selling a Business
19:40 Triggering Events in Business Sales
29:47 Closure in Business Decisions
31:12 Green and Red Fla

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New here? Meet Nick Berry: https://www.nickberry.info/about

The Business Owner's Journey podcast is where entrepreneurs, leaders, and innovators join entrepreneur Nick Berry to share stories, challenges, and strategies from their journeys as business owners.

Nick Berry is an entrepreneur and business advisor, known for creating the Business Alignment System™ and 5 Stages of the Business Owner’s Journey. He offers a (free) personalized 90-Day Business Growth Roadmap telling you exactly where you are today and what specific steps to take next.

🟢 Official: NickBerry.info. tBOJ is hosted by Nick Berry, produced by Nick Berry, Kelly Berry & FCG.
🟢 Sponsors: Redesigned.Business, FR, Entrepreneur's Edge